1-[(E)-2-(benzenesulfonyl)ethenyl]-4-phenylbenzene

Base Information

• Chemical Name: 1-[(E)-2-(benzenesulfonyl)ethenyl]-4-phenylbenzene
• CAS No.: 30166-77-9
• Molecular Formula: C20H16 O2 S
• Molecular Weight: 320.4048
• NSC Number: 140154
• DSSTox Substance ID: DTXSID30419247
• Wikidata: Q82230193
• Mol file: 30166-77-9.mol

Synonyms:NSC140154;30166-77-9;DTXSID30419247;NSC-140154

Chemical Property of 1-[(E)-2-(benzenesulfonyl)ethenyl]-4-phenylbenzene

Chemical Property:

• Vapor Pressure: 2.92E-11mmHg at 25°C
• Boiling Point: 542°C at 760 mmHg
• Flash Point: 347.5°C
• Density: 1.207g/cm³
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 320.08710092
• Heavy Atom Count: 23
• Complexity: 468

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C=CS(=O)(=O)C3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)/C=C/S(=O)(=O)C3=CC=CC=C3

Technology Process of 1-[(E)-2-(benzenesulfonyl)ethenyl]-4-phenylbenzene

There total 4 articles about 1-[(E)-2-(benzenesulfonyl)ethenyl]-4-phenylbenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.0%

biphenyl-4-yl-propynoic acid (32340-38-8) + phenylboronic acid (98-80-6) → (E)‐4‐(2-(phenylsulfonyl)vinyl)-1,1'-biphenyl (30166-77-9)

Guidance literature:

With 1,10-Phenanthroline; potassium pyrosulfite; acetic acid; copper(ll) bromide; In 1,2-dimethoxyethane; at 100 ℃; for 17h;

DOI:10.1039/d1ob01435h

Reference yield: 31.0%

methylphenylsulfonate (3112-85-4) + 4-Phenylbenzaldehyde (3218-36-8) → (E)‐4‐(2-(phenylsulfonyl)vinyl)-1,1'-biphenyl (30166-77-9)

Guidance literature:

methylphenylsulfonate; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h;

With diethyl chlorophosphate; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h;

4-Phenylbenzaldehyde; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 16h;

DOI:10.1021/acs.orglett.1c01794

Reference yield:

p-vinylbiphenyl (2350-89-2) + sodium benzenesulfonate (873-55-2) → (E)‐4‐(2-(phenylsulfonyl)vinyl)-1,1'-biphenyl (30166-77-9)

Guidance literature:

With iodine; sodium acetate; In acetonitrile; for 1h; Reflux; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00399

upstream raw materials:

p-vinylbiphenyl

sodium benzenesulfonate

methylphenylsulfonate

4-Phenylbenzaldehyde

Downstream raw materials:

4-(2-cyclohexylvinyl)-1,1'-biphenyl

Refernces

• 1、 Jeremias, Noah,Mohr, Lisa-Marie,Bach, Thorsten. "Intermolecular [2 + 2] Photocycloaddition of α,β-Unsaturated Sulfones: Catalyst-Free Reaction and Catalytic Variants". supporting information. p. 5674 - 5678. Retrieved 2021/08/03.